SLAP TA

ALDRICH/900755 - 95%

Synonym: 3-(((Trimethylsilyl)methyl)thio)propan-1-amine

CAS Number: 2093935-86-3
Empirical Formula (Hill Notation): C₇H₁₉NSSi
Molecular Weight: 177.38
Linear Formula: C₇H₁₉NSSi
Product Type: Chemical

Application:	When used with aliphatic or aromatic aldehydes, this silicon amine protocol SLAP reagent enables the photomediated synthesis of thiomorpholines and thiazepanes. For photocatalytic cross-coupling with this SLAP Reagent, Ir[(ppy)₂dtbbpy]PF₆ (747769 ) is used with a recommended starting combination of Lewis acids Bi(OTf)₃ (633305 ) and Cu(OTf)₂ (283673 ) prior to subsequent substrate-specific optimization. This product was introduced in collaboration with the Bode Research Group and provides a tin-free alternative to SnAP (tin amine protocol) reagents and is well-suited for scale-up reactions.
Other Notes:	• Technology Spotlight: SLAP Reagents for Piperazine Synthesis • Silicon Amine Reagents for the Photocatalytic Synthesis of Piperazines from Aldehydes and Ketones • Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents. • Continuous Flow Synthesis of Morpholines and Oxazepanes with Silicon Amine Protocol (SLAP) Reagents and Lewis Acid Facilitated Photoredox Catalysis
Packaging:	500 mg in amber glass bottle